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Cheap flights from Ontario to Illinois from C$ 152

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Illinois departing on 11/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Ontario to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
6:50 a.m. - 10:05 a.m.
YUL
-
MDW
4h 15m
1 stop
Porter Airlines Logo
11:00 a.m. - 5:45 p.m.
MDW
-
YUL
5h 45m
1 stop
C$ 229Porter Airlines
Thu, 19 Mar - Thu, 26 Mar
Porter Airlines Logo
6:50 a.m. - 10:15 a.m.
YUL
-
MDW
4h 25m
1 stop
Porter Airlines Logo
10:25 a.m. - 6:15 p.m.
MDW
-
YUL
6h 50m
1 stop
C$ 230Porter Airlines
Tue, 28 Apr - Mon, 4 May
Porter Airlines Logo
6:50 a.m. - 10:15 a.m.
YUL
-
MDW
4h 25m
1 stop
Porter Airlines Logo
11:00 a.m. - 4:30 p.m.
MDW
-
YUL
4h 30m
1 stop
C$ 235Porter Airlines
Wed, 1 Apr - Mon, 6 Apr
Air Canada Logo
9:25 a.m. - 11:18 a.m.
YUL
-
ORD
2h 53mdirect
Air Canada Logo
3:35 p.m. - 6:40 p.m.
ORD
-
YUL
2h 05mdirect
C$ 241Air Canada
Thu, 19 Mar - Mon, 23 Mar
Air Canada Logo
1:10 p.m. - 2:55 p.m.
YUL
-
ORD
2h 45mdirect
Air Canada Logo
3:35 p.m. - 6:40 p.m.
ORD
-
YUL
2h 05mdirect
C$ 242Air Canada
Thu, 19 Mar - Mon, 23 Mar
United Airlines Logo
6:00 a.m. - 8:00 a.m.
YUL
-
ORD
3h 00mdirect
United Airlines Logo
6:00 a.m. - 1:28 p.m.
ORD
-
YUL
6h 28m
1 stop
C$ 266United Airlines
Tue, 17 Mar - Tue, 24 Mar
American Airlines Logo
1:10 p.m. - 2:10 p.m.
YYZ
-
ORD
2h 00mdirect
American Airlines Logo
5:00 a.m. - 11:13 a.m.
ORD
-
YYZ
5h 13m
1 stop
C$ 275American Airlines
Wed, 18 Mar - Wed, 25 Mar
United Airlines Logo
7:43 p.m. - 11:43 p.m.
YYZ
-
ORD
5h 00m
1 stop
United Airlines Logo
9:15 p.m. - 11:59 p.m.
ORD
-
YYZ
1h 44mdirect
C$ 282United Airlines
Fri, 3 Apr - Mon, 6 Apr
American Airlines Logo
1:10 p.m. - 9:11 p.m.
YYZ
-
STL
9h 01m
1 stop
American Airlines Logo
5:51 a.m. - 2:33 p.m.
STL
-
YYZ
7h 42m
1 stop
C$ 372American Airlines
Sat, 4 Apr - Fri, 10 Apr
WestJet Logo
3:55 p.m. - 6:31 p.m.
YYZ
-
MDW
3h 36m
1 stop
WestJet Logo
5:59 p.m. - 10:57 p.m.
MDW
-
YYZ
3h 58m
1 stop
C$ 385WestJet
Sat, 11 Jul - Tue, 14 Jul

Air Canada flights from Region of Ontario to Illinois

Our best Air Canada deals on Region of Ontario to Illinois flight tickets
Air Canada
19 Mar
YUL9:25 a.m.Montreal Pierre Elliott Trudeau Intl
2h 53m
ORD11:18 a.m.Chicago O'Hare Intl
23 Mar
ORD3:35 p.m.Chicago O'Hare Intl
2h 05m
YUL6:40 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 241
Air Canada
19 Mar
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 p.m.Chicago O'Hare Intl
23 Mar
ORD3:35 p.m.Chicago O'Hare Intl
2h 05m
YUL6:40 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 242
Air Canada
26 Mar
YUL1:10 p.m.Montreal Pierre Elliott Trudeau Intl
2h 45m
ORD2:55 p.m.Chicago O'Hare Intl
30 Mar
ORD8:40 a.m.Chicago O'Hare Intl
2h 11m
YUL11:51 a.m.Montreal Pierre Elliott Trudeau Intl
C$ 244

Delta flights from Region of Ontario to Illinois

Our best Delta deals on Region of Ontario to Illinois flight tickets
Delta
17 May
YUL6:00 a.m.Montreal Pierre Elliott Trudeau Intl
8h 01m
1 stop
ORD1:01 p.m.Chicago O'Hare Intl
30 May
ORD3:55 p.m.Chicago O'Hare Intl
6h 46m
1 stop
YUL11:41 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 288
Delta
9 Apr
YYZ6:20 a.m.Toronto Pearson Intl
3h 33m
1 stop
MDW8:53 a.m.Chicago Midway
13 Apr
MDW6:38 p.m.Chicago Midway
3h 18m
1 stop
YYZ10:56 p.m.Toronto Pearson Intl
C$ 296
Delta
20 May
YUL12:47 p.m.Montreal Pierre Elliott Trudeau Intl
4h 38m
1 stop
ORD4:25 p.m.Chicago O'Hare Intl
26 May
ORD11:18 a.m.Chicago O'Hare Intl
5h 22m
1 stop
YUL5:40 p.m.Montreal Pierre Elliott Trudeau Intl
C$ 300

momondo Fare Finder

 
Customize your flight search to find flights from Region of Ontario to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 20 February 2026.
Use the filters below to find and compare flights from Ontario to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Thu 19/3

6:50 a.m.-10:05 a.m.

1 stop4h 15m

Chicago Midway

Thu 26/3

11:00 a.m.-5:45 p.m.

1 stop5h 45m

C$ 229

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Tue 28/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

Chicago Midway

Mon 4/5

10:25 a.m.-6:15 p.m.

1 stop6h 50m

C$ 230

MontrealChicago

YUL - MDW

YULMDW

Montreal Pierre Elliott Trudeau Intl

Wed 1/4

6:50 a.m.-10:15 a.m.

1 stop4h 25m

Chicago Midway

Mon 6/4

11:00 a.m.-4:30 p.m.

1 stop4h 30m

C$ 235

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 19/3

9:25 a.m.-11:18 a.m.

Nonstop2h 53m

Chicago O'Hare Intl

Mon 23/3

3:35 p.m.-6:40 p.m.

Nonstop2h 05m

C$ 241

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Thu 19/3

1:10 p.m.-2:55 p.m.

Nonstop2h 45m

Chicago O'Hare Intl

Mon 23/3

3:35 p.m.-6:40 p.m.

Nonstop2h 05m

C$ 242

MontrealChicago

YUL - ORD

YULORD

Montreal Pierre Elliott Trudeau Intl

Tue 17/3

6:00 a.m.-8:00 a.m.

Nonstop3h 00m

Chicago O'Hare Intl

Tue 24/3

6:00 a.m.-1:28 p.m.

1 stop6h 28m

C$ 266

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 18/3

1:10 p.m.-2:10 p.m.

Nonstop2h 00m

Chicago O'Hare Intl

Wed 25/3

5:00 a.m.-11:13 a.m.

1 stop5h 13m

C$ 275

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 3/4

7:43 p.m.-11:43 p.m.

1 stop5h 00m

Chicago O'Hare Intl

Mon 6/4

9:15 p.m.-11:59 p.m.

Nonstop1h 44m

C$ 282

TorontoSt. Louis

YYZ - STL

YYZSTL

Toronto Pearson Intl

Sat 4/4

1:10 p.m.-9:11 p.m.

1 stop9h 01m

Lambert-St Louis

Fri 10/4

5:51 a.m.-2:33 p.m.

1 stop7h 42m

C$ 372

TorontoChicago

YYZ - MDW

YYZMDW

Toronto Pearson Intl

Sat 11/7

3:55 p.m.-6:31 p.m.

1 stop3h 36m

Chicago Midway

Tue 14/7

5:59 p.m.-10:57 p.m.

1 stop3h 58m

C$ 385

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Region of Ontario to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Illinois?

In general, July is the cheapest month to fly from Region of Ontario to Illinois. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 294. If you don’t want to visit Illinois in July, then you should wait until June to fly from Region of Ontario, when ticket prices are also cheap, with an average price of C$ 304.

What is the cheapest day to depart on your flight to Illinois?

According to our data, Friday is the cheapest day to fly to Illinois from Region of Ontario. The lowest ticket price found for a Friday departure recently was C$ 675. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to Illinois is Tuesday, with ticket prices averaging around C$ 1,066.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the evening. Flights from Region of Ontario to Illinois during this time can be as low as C$ 651. If you have a flexible travel schedule, then try to avoid flying at noon when prices are C$ 1,132 on average. Flights to Illinois from Region of Ontario at noon are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Ontario to Illinois flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Illinois flight prices

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Region of Ontario when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around C$ 394 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Region of Ontario for as low as C$ 267 on momondo.

What cabin class options are available on Ontario to Illinois flights?

There are 4 cabin classes available to choose from on Ontario to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Region of Ontario to Illinois flights?

No. A direct flight is the cheapest option for a flight between Region of Ontario to Illinois.

Cheap Region of Ontario to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Illinois

Best price found

C$ 238

Fastest flight time

1h 50m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Region of Ontario in the past 72 hours is C$ 238. The best round-trip flight deal from Region of Ontario to Illinois found on momondo in the last 72 hours is C$ 263.
The fastest flight from Region of Ontario to Illinois takes 1h 50m
Direct flights go from Region of Ontario to Illinois every day.
There are 98 airports in Illinois. From Region of Ontario there are direct flights to Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Ontario to Illinois?

    Prices for flights from Ontario to Illinois are refreshed on a daily basis.

  • How many operators does momondo search for flights from Ontario to Illinois?

  • How old do you have to be to fly from Ontario to Illinois?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ontario to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Region of Ontario to Illinois?

Best airlines flying from Region of Ontario to Illinois

Compare and see reviews for airlines that fly from Region of Ontario to Illinois with momondo
Airline
Rating
Free Cancellation
Price
Porter AirlinesPriceFrom C$ 112Free CancellationRating
8.0
419 reviews
Search Porter Airlines flights
American AirlinesPriceFrom C$ 222Free CancellationRating
7.2
11,326 reviews
Search American Airlines flights
Air CanadaPriceFrom C$ 246Free CancellationRating
7.1
10,733 reviews
Search Air Canada flights
United AirlinesPriceFrom C$ 260Free CancellationRating
7.4
9,331 reviews
Search United Airlines flights
WestJetPriceFrom C$ 365Free CancellationRating
7.2
3,270 reviews
Search WestJet flights

Why use momondo?

Why should I use momondo to find a flight deal from Ontario to Illinois?

It is quick and easy to find Ontario to Illinois flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Illinois that suits you.

Can I find flights from Ontario to Illinois with flexible booking policies on momondo?

Flights from Ontario to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Ontario to Illinois?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Illinois from Ontario.

I’m not ready to book a flight from Ontario to Illinois right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Illinois from Ontario. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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